Apps and Music won't sync to iPod Touch, Not authenticated, but it is HELP!

QuickTime 7.6.5
FairPlay 1.6.16
Apple Application Support 1.1.0
iPod Updater Library 9.0d11
CD Driver 2.2.0.1
CD Driver DLL 2.1.1.1
Apple Mobile Device 2.6.0.32
Apple Mobile Device Driver 1.45.0.0
Bonjour 1.0.6.2 (118.5)
iTunes Serial Number 3891DB9D4B046846
Current user is an administrator.
The current local date and time is 2010-02-07 12:07:24.
iTunes is not running in safe mode.
Video Display Information
NVIDIA GeForce 7300 LE
** External Plug-ins Information **
No external plug-ins installed.
** Network Connectivity Tests **
Network Adapter Information
Adapter Name: {72D7672C-F1B0-445F-A926-7768301472E2}
Description: Intel(R) 82566DC Gigabit Network Connection - Packet Scheduler Miniport
IP Address: 74.129.136.73
Subnet Mask: 255.255.224.0
Default Gateway: 74.129.128.1
DHCP Enabled: Yes
DHCP Server: 74.128.18.196
Lease Obtained: Sat Feb 06 23:47:18 2010
Lease Expires: Sun Feb 21 23:47:18 2010
DNS Servers: 74.128.17.114
74.128.17.114
74.128.19.102
Active Connection: LAN Connection
Connected: Yes
Online: Yes
Using Modem: No
Using LAN: Yes
Using Proxy: No
SSL 3.0 Support: Enabled
TLS 1.0 Support: Enabled
Firewall Information
Windows Firewall is on.
iTunes is enabled in Windows Firewall.
Connection attempt to Apple web site was successful.
Connection attempt to iTunes Store was successful.
Secure connection attempt to iTunes Store was successful.
Secure connection attempt to iPhone activation server was successful.
Last successful store access was 2010-02-07 11:34:02.
** CD/DVD Drive Tests **
LowerFilters: PxHelp20 (2.0.0.0), DRVMCDB (1.0.0.1), DLACDBHM (1.0.0.1),
UpperFilters: GEARAspiWDM (2.2.0.1),
D: TSSTcorp DVD+-RW TS-H653A, Rev D300
Drive is empty.
** iPod/iPhone Connectivity Tests **
iPodService 9.0.3.15 is currently running.
iTunesHelper 9.0.3.15 is currently running.
Apple Mobile Device service 2.50.39.0 is currently running.
Universal Serial Bus Controllers:
Intel(R) ICH8 Family USB Universal Host Controller - 2830. Device is working properly.
Intel(R) ICH8 Family USB Universal Host Controller - 2831. Device is working properly.
Intel(R) ICH8 Family USB Universal Host Controller - 2832. Device is working properly.
Intel(R) ICH8 Family USB Universal Host Controller - 2834. Device is working properly.
Intel(R) ICH8 Family USB Universal Host Controller - 2835. Device is working properly.
Intel(R) ICH8 Family USB2 Enhanced Host Controller - 2836. Device is working properly.
Intel(R) ICH8 Family USB2 Enhanced Host Controller - 283A. Device is working properly.
No FireWire (IEEE 1394) Host Controller found.
After I updated to iTunes 9.0.3.15 I tried to sync my iPod Touch. All went well until this error message popped up; "Some of the items in the iTunes Library, including "headstrong", were not copied to the iPod "Sam's iPod" because you are not authorized to play them on this computer." ok so I go and authorize it type in my PW and Apple ID correctly and get this error message!; "We could not complete your iTunes Store request. The file or directory is corrupt and unreadable. There was an error in the iTunes Store. Please Try Again later."
I run diagnostics and this is what I got and pass all the tests except for the CD in the drive, could anyone please help? It won't allow me to sync any apps to my iTouch and half of my purchased music.
Connected Device Information:
DiePod, iPod touch running firmware version 3.1.3
Serial Number: 1A922MAE201
** iPhone/iPod Touch Sync Tests **
Sync tests completed successfully.

Are you on a Mac? I found this [Type -36 error (I/O Errors (bummers)|http://support.apple.com/kb/HT2433]
This file is having difficulty while either reading from the drive or writing to the drive. The file
may have been improperly written data to the drive or the hard drive or disk may be damaged.
This is almost always indicative of a media error (hard error on the disk). Sometimes (rarely) it is transient.
Solutions: Try copying the file to another drive. Use a disk recovery software, such as Disk First Aid to examine the disk. You can try rebooting with all extensions off. Once in a while this will allow you to read the data. The file in question should be restored from a backup that was stored on a different disk. Regular backups can reduce the time to recover from this error.
Hope that helps.

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